Fitness-friendly holiday rentals in Southampton

Farmhouse Style Hamptons Beach Home, Quogue

The Surf Farmhouse is a beach oasis only 1.5 hours from NYC! Classic coastal living at its best, this sundrenched house has an open floor plan, 3/4 of an acre and tons of family-friendly amenities. The home is a quick 7-minute drive to the nearest beach, and has access to more than 10 area beaches! Enjoy the quiet charm of the Hamptons—close to restaurants, wineries, farm stands, family farms, and amazing ocean/bay beaches. Designed for comfort and style, we can't wait to have you visit!

POOL + Beach Oasis! Winter deals 2+ nights!

Chef kitchen: 2 ovens/lux app's/coffee bar w/ Nespresso/Keurig 2 living rooms Dining room seats 10 1st floor Primary Suite: king bed, gas fireplace, furnished deck overlooking pool, 4 piece bath: huge shower & jacuzzi tub 2 of 4 Guest rooms on 1st fl Gym/yoga rm: bench + weights (no treadmill) TV's in bedrooms inc. Firesticks Fenced backyard oasis w/ heated mineral spring pool, loungers, shaded cabana, outdoor dining, & Weber BBQ, outdoor shower Kitchenette in den/office Central AC/heat/fans

Oasis backyard, Pool, Gym, and Sunroom!

Oasis pool and landscaping makes it feel like your on a private island. Sunroom with smart TV over looking oasis back yard. Decks in the back yard with lounge chairs and 2 patio dining tables. Front deck with lounge chairs. Outdoor gym located in the corner of the yard. Paddle boards, boogie boards, beach chairs, and beach towels provided. Walk to EHP Resort (SiSi Restaurant), and Harbor Bistro featured on Delicious Destinations. Paddle Diva paddle board/kayak rentals also nearby.

Hamptons Vacation Rental w/ Heated Pool & Jacuzzi!

Located in Hampton Bays just a 5 min drive to beaches, waterfront restaurants, wineries & golf courses. This vacation property offers an open concept single family home w/ 4 bedrooms, 5 baths, a spacious living room, an outdoor deck and patio with a table and chairs, pool, jacuzzi and a pool house! The pool is opened mid May - second week of October and can be heated at an additional cost. Located just 5min away from Hampton Bays town and 5min drive to one of our lovely beaches.

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

Hampton Gem: Heated Pool, BBQ, 5 Min to the Beach

Welcome to your ultimate Hamptons summer retreat! This spacious, family-friendly 4-bedroom home sleeps up to 12 and offers everything you need for a memorable getaway, including a heated pool, volleyball court, game room, fully equipped gym, and easy beach access just 5 minutes away. Whether you're planning a family or friends getaway, this home brings comfort, space, and fun together in one beautiful setting. The pool is open and heated from May 1st to October 6th

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Welcome to nature's retreat, our secluded North Fork haven where 2+ acres of wild beauty and private beach access promise unparalleled relaxation. Delight in our hot tub's warmth under the stars, unwind on swings, or glide on bay waters with our kayak. With enchanting porch views, an invigorating outdoor shower, and nearby organic farms, our cabin is an idyllic escape. Experience the local charm with vineyard tours and return to a haven of comfort and adventure.

After Beach Family Retreat

A Newly Renovated 3 Bedroom Post Modern Ranch including new bathrooms, updated kitchen with granite tops, refinished hardwood floors, outdoor deck, new salt water pool an outdoor cedar shower, and a pristine lawn. Location is just a short ride to Ponquogue or Tiana Beach. This house is perfect for family fun. Great restaurants, golf, fishing, wineries, bowling, Tanger Outlets, the Long Island Aquarium, & Splish Splash water park are all nearby!

Serene and refined North Fork home with pool

Welcome to your North Fork lifestyle home - tranquil, refined and walking distance to a sandy beach. This fully renovated 4 BDR / 3 BA with European inspired elements offers elegant indoor and outdoor living with a landscaped backyard featuring an in-ground pool (open during peak season). Nearby: Love Lane groceries, Southold shopping, top-tier vineyards like Rose Hill, sandy beaches, Harbes farms, historic Oregon Road and more.

Sag Harbor Dream Home: Heated Pool

Just minutes from Main Sreet in Sag Harbor, Long Beach, Wolffer Vineyard, and Sagg Main Beach, this home is a perfectly located, brand-new gut remodel, with over 3500sqft interior and an entertainer's dream yard - on a quiet cul-de-sac street. A stylish experience at this centrally-located escape! Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

Secluded Oasis salt water pool near beach

Kick back and relax in this calm, stylish, Zen appeal home! A stunning mid-century design home in East Hampton with indoor and outdoor fireplaces, generous terraces, dreamy starlit nights, and a private pool opening late May. Immaculate, design-forward, and hosted by a responsive Superhost. Authentic Smeg kitchen, hotel-quality beds — a rare Easter / Passover vacation find🔥